tetraethyl [(4-(phenylamino)phenylamino)methylene]bisphosphonate | 1175711-33-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tetraethyl [(4-(phenylamino)phenylamino)methylene]bisphosphonate
• 英文别名: 4-N-[bis[diethoxy(oxido)phosphaniumyl]methyl]-1-N-phenylbenzene-1,4-diamine
• CAS: 1175711-33-7
• 化学式: C₂₁H₃₂N₂O₆P₂
• 分子量: 470.442
• InChiKey: INYNNDPZUSNHMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  亚磷酸二乙酯 、 对氨基二苯胺 在 ytterbium perfluorooctanoate 、 原甲酸三乙酯 作用下， 反应 0.4h， 以85%的产率得到tetraethyl [(4-(phenylamino)phenylamino)methylene]bisphosphonate
  参考文献：
  名称：

  A facile synthesis of aminomethylene bisphosphonates catalyzed by ytterbium perfluorooctanoate under ionic liquid condition

  摘要：

  Three-component reactions of amines, triethylorthoformate and diethyl phosphite are efficiently catalyzed by ytterbium perfiuorooctanoate [Yb(PFO)(3)] in 1-butyl-3-methylimidazolium chloride ([bmim][Cl]) ionic liquid, giving the corresponding aminomethylene bisphosphonates in good yields. The catalyst can be recovered and reused for several times without any significant loss of activity. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.10.005

文献信息

• A microwave-assisted solvent- and catalyst-free synthesis of aminomethylene bisphosphonates
  作者：Babak Kaboudin、Soheil Alipour

  DOI：10.1016/j.tetlet.2009.05.016

  日期：2009.7

  A convenient preparative approach for the synthesis of aminomethylene bisphosphonates is developed which involves treatment of amines with triethyl orthoformate and diethyl phosphite under microwave irradiation. (C) 2009 Elsevier Ltd. All rights reserved.
• A facile synthesis of aminomethylene bisphosphonates catalyzed by ytterbium perfluorooctanoate under ionic liquid condition
  作者：Mudumala Veera Narayana Reddy、Jongsik Kim、Yeon Tae Jeong

  DOI：10.1016/j.jfluchem.2011.10.005

  日期：2012.3

  Three-component reactions of amines, triethylorthoformate and diethyl phosphite are efficiently catalyzed by ytterbium perfiuorooctanoate [Yb(PFO)(3)] in 1-butyl-3-methylimidazolium chloride ([bmim][Cl]) ionic liquid, giving the corresponding aminomethylene bisphosphonates in good yields. The catalyst can be recovered and reused for several times without any significant loss of activity. (C) 2011 Elsevier B.V. All rights reserved.